Acetic Anhydride → Nicotinamide

HRID 1974090Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1974090
[N+](C1C=CC=CC=1C=O)([O-])=O.C([N:14](CC)[C:15](=[O:23])[C:16]1[CH:21]=[CH:20][C:19](C)=[N:18][CH:17]=1)C.C(OC(=O)C)(=O)C.C(N(CC)C(=O)C1C=CC(C=CC2C=CC=CC=2[N+]([O-])=O)=NC=1)C>>[C:15]([NH2:14])(=[O:23])[C:16]1[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=1

Komponenten

5

Edukt 4

HCID 7918Acetic AnhydrideHCID 111012-NitrobenzaldehydeHCID 10081297N,N-diethyl-6-methylnicotinamideHCID 53931032HCID 53931032, Verbindung

Produkt 1

HCID 936Nicotinamide

Versuchsvorschrift

Reaction of o-nitrobenzaldehyde (41.7 g., 0.276 mole) with N,N-diethyl-6-methylnicotinamide (53.1 g., 0.276 mole) in the presence of acetic anhydride (56.3 g., 0.552 mole) according to the method of L. Horwitz, J. Org. Chem., 21, 1039 (1956) provides 67.4 g. (75%) of N,N-diethyl-6-(o-nitrostyryl)-nicotinamide. Crystallization from acetonitrile affords the analytically pure nicotinamide having a melting point of 145°-147° C. (corr.).

Aufarbeitung

  1. custom, 21, 1039 (1956) provides 67.4 g
  2. customCrystallization from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-f6118c1f7c4f48f6a0fb2ad8b61d79b9
Quelldatensatz
uspto-grants-1976_12
Patentnummer
US04000143

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